#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/32/1503268.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1503268
loop_
_publ_author_name
'Baumes, Jeffrey M.'
'Murgu, Ivan'
'Oliver, Allen'
'Smith, Bradley D.'
_publ_section_title
;
 Using the rotaxane mechanical bond to enhance chemical reactivity.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              4980
_journal_page_last               4983
_journal_paper_doi               10.1021/ol102132x
_journal_volume                  12
_journal_year                    2010
_chemical_formula_moiety         'C98 H86 N8 O6, 4(C3 H7 N O)'
_chemical_formula_sum            'C110 H114 N12 O10'
_chemical_formula_weight         1764.13
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 122.134(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   35.322(3)
_cell_length_b                   10.7751(7)
_cell_length_c                   29.684(2)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.50
_cell_measurement_theta_min      2.30
_cell_volume                     9566.9(14)
_computing_cell_refinement       'Bruker SAINT v7.60A'
_computing_data_collection       'Bruker APEX-II v2009-7'
_computing_data_reduction        'Bruker SAINT v7.60A'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.33
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa X8-APEX-II'
_diffrn_measurement_method       'combination of ω and φ-scans '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0515
_diffrn_reflns_av_sigmaI/netI    0.0520
_diffrn_reflns_limit_h_max       44
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            63136
_diffrn_reflns_theta_full        26.48
_diffrn_reflns_theta_max         26.48
_diffrn_reflns_theta_min         1.46
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9882
_exptl_absorpt_correction_T_min  0.9667
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS, Sheldrick, 2008'
_exptl_crystal_colour            'red/green dichroic'
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3752
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.15
_platon_squeeze_details
;
;
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         9887
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0867
_refine_ls_R_factor_gt           0.0533
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0762P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1426
_reflns_number_gt                6481
_reflns_number_total             9887
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol102132x_si_002.cif
_cod_data_source_block           structure1
_cod_original_cell_volume        9566.9(12)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               1503268
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.48427(3) 0.46099(10) 0.41696(4) 0.0230(3) Uani 1 1 d . . .
O2 O 0.37849(5) 0.66700(12) 0.24178(5) 0.0441(4) Uani 1 1 d . . .
O3 O 0.44756(4) 0.04800(11) 0.32670(5) 0.0353(3) Uani 1 1 d . . .
N1 N 0.29457(5) 0.36523(15) 0.43588(6) 0.0346(4) Uani 1 1 d . . .
N2 N 0.42389(5) 0.63118(13) 0.32945(6) 0.0252(3) Uani 1 1 d . . .
H2 H 0.4436(6) 0.5795(17) 0.3557(7) 0.030 Uiso 1 1 d . . .
N3 N 0.46883(5) 0.19589(14) 0.38922(5) 0.0263(3) Uani 1 1 d . . .
H3 H 0.4740(6) 0.2720(18) 0.3978(7) 0.032 Uiso 1 1 d . . .
C1 C 0.49264(5) 0.48275(14) 0.46241(6) 0.0198(4) Uani 1 1 d . . .
C2 C 0.46715(5) 0.48171(14) 0.48779(6) 0.0200(4) Uani 1 1 d . . .
C3 C 0.42312(5) 0.45655(14) 0.47312(6) 0.0210(4) Uani 1 1 d . . .
C4 C 0.38971(5) 0.42096(16) 0.42122(7) 0.0268(4) Uani 1 1 d . . .
H4A H 0.3967 0.4161 0.3945 0.032 Uiso 1 1 calc R . .
C5 C 0.34746(5) 0.39335(17) 0.40848(7) 0.0292(4) Uani 1 1 d . . .
H5A H 0.3254 0.3707 0.3730 0.035 Uiso 1 1 calc R . .
C6 C 0.33611(5) 0.39802(16) 0.44725(7) 0.0275(4) Uani 1 1 d . . .
C7 C 0.36915(5) 0.43732(16) 0.49891(7) 0.0266(4) Uani 1 1 d . . .
H7A H 0.3619 0.4446 0.5254 0.032 Uiso 1 1 calc R . .
C8 C 0.41124(5) 0.46496(15) 0.51129(7) 0.0234(4) Uani 1 1 d . . .
H8A H 0.4330 0.4904 0.5465 0.028 Uiso 1 1 calc R . .
C9 C 0.25795(6) 0.33656(18) 0.38246(8) 0.0372(5) Uani 1 1 d . A .
H9A H 0.2389 0.2722 0.3844 0.045 Uiso 1 1 calc R . .
H9B H 0.2703 0.3017 0.3620 0.045 Uiso 1 1 calc R . .
C10 C 0.22949(6) 0.44787(19) 0.35323(8) 0.0388(5) Uani 1 1 d . . .
N11 N 0.24506(6) 0.56353(19) 0.37221(8) 0.0563(6) Uani 0.50 1 d P A 1
C11 C 0.24506(6) 0.56353(19) 0.37221(8) 0.0563(6) Uani 0.50 1 d P A 2
H11 H 0.2739 0.5751 0.4032 0.068 Uiso 0.50 1 calc PR A 2
C12 C 0.21834(8) 0.6629(2) 0.34569(11) 0.0752(9) Uani 1 1 d . . .
H12A H 0.2292 0.7439 0.3589 0.090 Uiso 1 1 calc R A 1
C13 C 0.17702(8) 0.6507(3) 0.30131(11) 0.0726(8) Uani 1 1 d . A .
H13A H 0.1594 0.7219 0.2836 0.087 Uiso 1 1 calc R . .
C14 C 0.16097(7) 0.5335(3) 0.28236(9) 0.0635(7) Uani 1 1 d . . .
H14A H 0.1319 0.5229 0.2517 0.076 Uiso 1 1 calc R A .
C15 C 0.18734(6) 0.4313(2) 0.30807(8) 0.0472(6) Uani 1 1 d . A .
H15 H 0.1767 0.3502 0.2949 0.057 Uiso 1 1 calc R . .
C16 C 0.28366(6) 0.3783(2) 0.47651(8) 0.0398(5) Uani 1 1 d . C .
H16A H 0.2509 0.3705 0.4595 0.048 Uiso 1 1 calc R . .
H16B H 0.2924 0.4625 0.4921 0.048 Uiso 1 1 calc R . .
C17 C 0.30647(6) 0.2832(2) 0.52098(8) 0.0386(5) Uani 1 1 d . . .
C18 C 0.31132(6) 0.1632(2) 0.51059(8) 0.0410(5) Uani 1 1 d . C .
H18 H 0.3006 0.1377 0.4751 0.049 Uiso 1 1 calc R . .
C19 C 0.33199(7) 0.0782(2) 0.55187(10) 0.0568(6) Uani 1 1 d . . .
H19A H 0.3356 -0.0056 0.5449 0.068 Uiso 1 1 calc R C .
C20 C 0.34706(7) 0.1155(3) 0.60254(10) 0.0614(7) Uani 1 1 d . C .
H20A H 0.3613 0.0575 0.6309 0.074 Uiso 1 1 calc R . .
C21 C 0.34185(7) 0.2349(3) 0.61269(10) 0.0589(7) Uani 1 1 d . . .
H21A H 0.3524 0.2598 0.6482 0.071 Uiso 1 1 calc R B 1
N22 N 0.32135(6) 0.3208(2) 0.57197(9) 0.0557(6) Uani 0.50 1 d P C 1
C22 C 0.32135(6) 0.3208(2) 0.57197(9) 0.0557(6) Uani 0.50 1 d P C 2
H22 H 0.3176 0.4043 0.5791 0.067 Uiso 0.50 1 calc PR C 2
C23 C 0.42023(6) 0.75731(16) 0.34440(7) 0.0282(4) Uani 1 1 d . . .
H23A H 0.3883 0.7774 0.3293 0.034 Uiso 1 1 calc R . .
H23B H 0.4320 0.8160 0.3291 0.034 Uiso 1 1 calc R . .
C24 C 0.40335(6) 0.59628(16) 0.27850(7) 0.0269(4) Uani 1 1 d . . .
C25 C 0.41237(5) 0.46739(15) 0.26843(6) 0.0242(4) Uani 1 1 d . . .
C26 C 0.41127(6) 0.44181(16) 0.22213(7) 0.0274(4) Uani 1 1 d . . .
H26A H 0.4028 0.5054 0.1963 0.033 Uiso 1 1 calc R . .
C27 C 0.42236(6) 0.32505(16) 0.21254(7) 0.0290(4) Uani 1 1 d . . .
C28 C 0.43474(6) 0.23401(16) 0.25101(6) 0.0272(4) Uani 1 1 d . . .
H28A H 0.4425 0.1537 0.2453 0.033 Uiso 1 1 calc R . .
C29 C 0.43593(5) 0.25871(15) 0.29769(6) 0.0234(4) Uani 1 1 d . . .
C30 C 0.42402(5) 0.37377(15) 0.30572(6) 0.0226(4) Uani 1 1 d . . .
H30 H 0.4237 0.3896 0.3370 0.027 Uiso 1 1 calc R . .
C31 C 0.45115(6) 0.15818(15) 0.33890(7) 0.0256(4) Uani 1 1 d . . .
C32 C 0.48631(6) 0.10347(15) 0.43187(6) 0.0283(4) Uani 1 1 d . . .
H32A H 0.5085 0.0511 0.4301 0.034 Uiso 1 1 calc R . .
H32B H 0.4615 0.0490 0.4260 0.034 Uiso 1 1 calc R . .
C33 C 0.50805(5) 0.15985(14) 0.48680(6) 0.0234(4) Uani 1 1 d . . .
C34 C 0.48492(5) 0.16948(14) 0.51289(7) 0.0251(4) Uani 1 1 d . . .
C35 C 0.43844(6) 0.14266(16) 0.48725(8) 0.0326(4) Uani 1 1 d . . .
H35A H 0.4221 0.1212 0.4506 0.039 Uiso 1 1 calc R . .
C36 C 0.41707(6) 0.14690(17) 0.51362(8) 0.0380(5) Uani 1 1 d . . .
H36A H 0.3861 0.1279 0.4954 0.046 Uiso 1 1 calc R . .
C37 C 0.44011(7) 0.17911(17) 0.56770(9) 0.0397(5) Uani 1 1 d . . .
H37A H 0.4246 0.1820 0.5858 0.048 Uiso 1 1 calc R . .
C38 C 0.48426(6) 0.20601(16) 0.59422(8) 0.0323(4) Uani 1 1 d . . .
H38A H 0.4994 0.2276 0.6308 0.039 Uiso 1 1 calc R . .
C39 C 0.50840(6) 0.20254(15) 0.56830(7) 0.0255(4) Uani 1 1 d . . .
C40 C 0.55448(6) 0.22637(14) 0.59626(6) 0.0238(4) Uani 1 1 d . . .
C41 C 0.57654(5) 0.22891(14) 0.56868(7) 0.0245(4) Uani 1 1 d . . .
C42 C 0.62234(6) 0.26526(16) 0.59365(7) 0.0328(4) Uani 1 1 d . . .
H42A H 0.6381 0.2901 0.6299 0.039 Uiso 1 1 calc R . .
C43 C 0.64364(6) 0.26532(18) 0.56737(8) 0.0399(5) Uani 1 1 d . . .
H43A H 0.6739 0.2916 0.5849 0.048 Uiso 1 1 calc R . .
C44 C 0.62126(6) 0.22649(18) 0.51397(8) 0.0396(5) Uani 1 1 d . . .
H44A H 0.6368 0.2242 0.4959 0.048 Uiso 1 1 calc R . .
C45 C 0.57794(6) 0.19256(16) 0.48823(7) 0.0312(4) Uani 1 1 d . . .
H45A H 0.5633 0.1672 0.4521 0.037 Uiso 1 1 calc R . .
C46 C 0.55364(6) 0.19380(15) 0.51389(7) 0.0246(4) Uani 1 1 d . . .
C47 C 0.41972(7) 0.30031(19) 0.16016(8) 0.0424(5) Uani 1 1 d . . .
C48 C 0.43680(9) 0.1717(2) 0.15883(9) 0.0548(6) Uani 1 1 d . . .
H48A H 0.4181 0.1089 0.1616 0.082 Uiso 1 1 calc R . .
H48B H 0.4677 0.1628 0.1888 0.082 Uiso 1 1 calc R . .
H48C H 0.4356 0.1607 0.1253 0.082 Uiso 1 1 calc R . .
C49 C 0.44961(10) 0.3950(2) 0.15407(10) 0.0683(8) Uani 1 1 d . . .
H49A H 0.4380 0.4790 0.1516 0.102 Uiso 1 1 calc R . .
H49B H 0.4496 0.3763 0.1217 0.102 Uiso 1 1 calc R . .
H49C H 0.4802 0.3897 0.1850 0.102 Uiso 1 1 calc R . .
C50 C 0.37158(9) 0.3151(3) 0.11473(9) 0.0811(10) Uani 1 1 d . . .
H50A H 0.3527 0.2561 0.1192 0.122 Uiso 1 1 calc R . .
H50B H 0.3694 0.2990 0.0809 0.122 Uiso 1 1 calc R . .
H50C H 0.3615 0.3999 0.1147 0.122 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C6 N1 C9 122.82(16) . .
C6 N1 C16 119.57(15) . .
C9 N1 C16 116.85(15) . .
C24 N2 C23 121.62(14) . .
C31 N3 C32 119.34(15) . .
O1 C1 C2 135.20(14) . .
O1 C1 C2 133.97(15) . 5_666
C2 C1 C2 90.83(13) . 5_666
O1 C1 C1 179.10(17) . 5_666
C2 C1 C1 45.53(9) . 5_666
C2 C1 C1 45.30(9) 5_666 5_666
C3 C2 C1 137.23(15) . .
C3 C2 C1 133.61(15) . 5_666
C1 C2 C1 89.16(13) . 5_666
C2 C3 C8 119.69(14) . .
C2 C3 C4 122.64(15) . .
C8 C3 C4 117.66(15) . .
C5 C4 C3 121.34(17) . .
C4 C5 C6 120.77(16) . .
N1 C6 C5 121.65(16) . .
N1 C6 C7 120.37(17) . .
C5 C6 C7 117.98(15) . .
C8 C7 C6 120.85(16) . .
C7 C8 C3 121.32(15) . .
N1 C9 C10 113.20(16) . .
N11 C10 C15 120.58(19) . .
N11 C10 C9 119.49(17) . .
C15 C10 C9 119.91(18) . .
C10 N11 C12 118.49(19) . .
C13 C12 N11 122.7(2) . .
C12 C13 C14 118.8(2) . .
C13 C14 C15 119.7(2) . .
C14 C15 C10 119.6(2) . .
N1 C16 C17 113.77(16) . .
C18 C17 N22 120.6(2) . .
C18 C17 C16 121.07(19) . .
N22 C17 C16 118.3(2) . .
C17 C18 C19 119.9(2) . .
C20 C19 C18 119.6(2) . .
C21 C20 C19 120.4(2) . .
C20 C21 N22 120.7(2) . .
C17 N22 C21 118.8(2) . .
N2 C23 C40 111.87(13) . 5_666
O2 C24 N2 121.93(16) . .
O2 C24 C25 121.74(15) . .
N2 C24 C25 116.34(14) . .
C26 C25 C30 119.18(16) . .
C26 C25 C24 119.30(15) . .
C30 C25 C24 121.43(15) . .
C25 C26 C27 121.46(16) . .
C28 C27 C26 118.06(16) . .
C28 C27 C47 122.35(16) . .
C26 C27 C47 119.58(15) . .
C27 C28 C29 120.96(16) . .
C30 C29 C28 119.84(15) . .
C30 C29 C31 121.35(15) . .
C28 C29 C31 118.80(15) . .
C29 C30 C25 120.46(16) . .
O3 C31 N3 122.43(15) . .
O3 C31 C29 121.36(15) . .
N3 C31 C29 116.22(14) . .
N3 C32 C33 113.45(14) . .
C34 C33 C46 119.40(15) . .
C34 C33 C32 121.10(15) . .
C46 C33 C32 119.29(16) . .
C33 C34 C35 122.43(16) . .
C33 C34 C39 120.06(15) . .
C35 C34 C39 117.46(16) . .
C36 C35 C34 121.71(18) . .
C35 C36 C37 120.65(18) . .
C38 C37 C36 120.42(19) . .
C37 C38 C39 121.15(18) . .
C40 C39 C38 121.11(16) . .
C40 C39 C34 120.25(15) . .
C38 C39 C34 118.60(16) . .
C41 C40 C39 119.32(15) . .
C41 C40 C23 120.99(15) . 5_666
C39 C40 C23 119.62(15) . 5_666
C40 C41 C46 120.43(15) . .
C40 C41 C42 122.06(16) . .
C46 C41 C42 117.51(16) . .
C43 C42 C41 121.92(18) . .
C42 C43 C44 120.16(18) . .
C45 C44 C43 120.51(18) . .
C44 C45 C46 121.46(17) . .
C33 C46 C45 121.60(16) . .
C33 C46 C41 120.01(15) . .
C45 C46 C41 118.39(15) . .
C50 C47 C48 110.23(19) . .
C50 C47 C27 108.60(18) . .
C48 C47 C27 112.00(16) . .
C50 C47 C49 109.8(2) . .
C48 C47 C49 107.04(18) . .
C27 C47 C49 109.12(17) . .
C24 N2 H2 120.4(11) . .
C23 N2 H2 117.5(11) . .
C31 N3 H3 121.6(12) . .
C32 N3 H3 118.3(12) . .
C5 C4 H4A 119.3 . .
C3 C4 H4A 119.3 . .
C4 C5 H5A 119.6 . .
C6 C5 H5A 119.6 . .
C8 C7 H7A 119.6 . .
C6 C7 H7A 119.6 . .
C7 C8 H8A 119.3 . .
C3 C8 H8A 119.3 . .
N1 C9 H9A 108.9 . .
C10 C9 H9A 108.9 . .
N1 C9 H9B 108.9 . .
C10 C9 H9B 108.9 . .
H9A C9 H9B 107.8 . .
C13 C12 H12A 118.6 . .
N11 C12 H12A 118.6 . .
C12 C13 H13A 120.6 . .
C14 C13 H13A 120.6 . .
C13 C14 H14A 120.1 . .
C15 C14 H14A 120.1 . .
C14 C15 H15 120.2 . .
C10 C15 H15 120.2 . .
N1 C16 H16A 108.8 . .
C17 C16 H16A 108.8 . .
N1 C16 H16B 108.8 . .
C17 C16 H16B 108.8 . .
H16A C16 H16B 107.7 . .
C17 C18 H18 120.1 . .
C19 C18 H18 120.1 . .
C20 C19 H19A 120.2 . .
C18 C19 H19A 120.2 . .
C21 C20 H20A 119.8 . .
C19 C20 H20A 119.8 . .
C20 C21 H21A 119.6 . .
N22 C21 H21A 119.6 . .
N2 C23 H23A 109.2 . .
C40 C23 H23A 109.2 5_666 .
N2 C23 H23B 109.2 . .
C40 C23 H23B 109.2 5_666 .
H23A C23 H23B 107.9 . .
C25 C26 H26A 119.3 . .
C27 C26 H26A 119.3 . .
C27 C28 H28A 119.5 . .
C29 C28 H28A 119.5 . .
C29 C30 H30 119.8 . .
C25 C30 H30 119.8 . .
N3 C32 H32A 108.9 . .
C33 C32 H32A 108.9 . .
N3 C32 H32B 108.9 . .
C33 C32 H32B 108.9 . .
H32A C32 H32B 107.7 . .
C36 C35 H35A 119.1 . .
C34 C35 H35A 119.1 . .
C35 C36 H36A 119.7 . .
C37 C36 H36A 119.7 . .
C38 C37 H37A 119.8 . .
C36 C37 H37A 119.8 . .
C37 C38 H38A 119.4 . .
C39 C38 H38A 119.4 . .
C43 C42 H42A 119.0 . .
C41 C42 H42A 119.0 . .
C42 C43 H43A 119.9 . .
C44 C43 H43A 119.9 . .
C45 C44 H44A 119.7 . .
C43 C44 H44A 119.7 . .
C44 C45 H45A 119.3 . .
C46 C45 H45A 119.3 . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C47 C49 H49A 109.5 . .
C47 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C47 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C47 C50 H50A 109.5 . .
C47 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C47 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.2403(18) .
O2 C24 1.2337(19) .
O3 C31 1.2280(19) .
N1 C6 1.366(2) .
N1 C9 1.449(2) .
N1 C16 1.455(2) .
N2 C24 1.337(2) .
N2 C23 1.457(2) .
N3 C31 1.339(2) .
N3 C32 1.464(2) .
C1 C2 1.449(2) .
C1 C2 1.454(2) 5_666
C1 C1 2.038(3) 5_666
C2 C3 1.401(2) .
C2 C1 1.454(2) 5_666
C3 C8 1.405(2) .
C3 C4 1.407(2) .
C4 C5 1.363(2) .
C5 C6 1.407(3) .
C6 C7 1.410(2) .
C7 C8 1.361(2) .
C9 C10 1.508(3) .
C10 N11 1.358(3) .
C10 C15 1.386(3) .
N11 C12 1.366(3) .
C12 C13 1.356(3) .
C13 C14 1.377(4) .
C14 C15 1.380(3) .
C16 C17 1.520(3) .
C17 C18 1.362(3) .
C17 N22 1.373(3) .
C18 C19 1.386(3) .
C19 C20 1.362(3) .
C20 C21 1.356(4) .
C23 C40 1.502(2) 5_666
C21 N22 1.382(3) .
C24 C25 1.490(2) .
C25 C26 1.382(2) .
C25 C30 1.388(2) .
C26 C27 1.391(2) .
C27 C28 1.388(2) .
C27 C47 1.531(3) .
C28 C29 1.389(2) .
C29 C30 1.370(2) .
C29 C31 1.503(2) .
C32 C33 1.512(2) .
C33 C34 1.397(2) .
C33 C46 1.413(2) .
C34 C35 1.424(2) .
C34 C39 1.438(2) .
C35 C36 1.347(3) .
C36 C37 1.404(3) .
C37 C38 1.353(3) .
C38 C39 1.420(3) .
C39 C40 1.403(2) .
C40 C41 1.399(2) .
C40 C23 1.502(2) 5_666
C41 C46 1.429(2) .
C41 C42 1.430(2) .
C42 C43 1.341(3) .
C43 C44 1.407(3) .
C44 C45 1.347(3) .
C45 C46 1.419(2) .
C47 C50 1.515(3) .
C47 C48 1.520(3) .
C47 C49 1.546(3) .
N2 H2 0.909(18) .
N3 H3 0.849(19) .
C4 H4A 0.9500 .
C5 H5A 0.9500 .
C7 H7A 0.9500 .
C8 H8A 0.9500 .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C12 H12A 0.9500 .
C13 H13A 0.9500 .
C14 H14A 0.9500 .
C15 H15 0.9500 .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C18 H18 0.9500 .
C19 H19A 0.9500 .
C20 H20A 0.9500 .
C21 H21A 0.9500 .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C26 H26A 0.9500 .
C28 H28A 0.9500 .
C30 H30 0.9500 .
C32 H32A 0.9900 .
C32 H32B 0.9900 .
C35 H35A 0.9500 .
C36 H36A 0.9500 .
C37 H37A 0.9500 .
C38 H38A 0.9500 .
C42 H42A 0.9500 .
C43 H43A 0.9500 .
C44 H44A 0.9500 .
C45 H45A 0.9500 .
C48 H48A 0.9800 .
C48 H48B 0.9800 .
C48 H48C 0.9800 .
C49 H49A 0.9800 .
C49 H49B 0.9800 .
C49 H49C 0.9800 .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N2 H2 O1 0.909(18) 2.054(19) 2.9607(18) 175.1(16)
N3 H3 O1 0.849(19) 2.093(19) 2.9424(18) 178(2)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 0.0(3) . .
C2 C1 C2 C3 -179.2(2) 5_666 .
C1 C1 C2 C3 -179.2(2) 5_666 .
O1 C1 C2 C1 179.2(2) . 5_666
C2 C1 C2 C1 0.0 5_666 5_666
C1 C2 C3 C8 179.21(17) . .
C1 C2 C3 C8 0.3(3) 5_666 .
C1 C2 C3 C4 0.1(3) . .
C1 C2 C3 C4 -178.78(16) 5_666 .
C2 C3 C4 C5 177.96(16) . .
C8 C3 C4 C5 -1.2(2) . .
C3 C4 C5 C6 -0.9(3) . .
C9 N1 C6 C5 -6.9(3) . .
C16 N1 C6 C5 -176.56(16) . .
C9 N1 C6 C7 173.42(16) . .
C16 N1 C6 C7 3.7(3) . .
C4 C5 C6 N1 -176.95(16) . .
C4 C5 C6 C7 2.7(3) . .
N1 C6 C7 C8 177.08(16) . .
C5 C6 C7 C8 -2.6(3) . .
C6 C7 C8 C3 0.6(2) . .
C2 C3 C8 C7 -177.86(15) . .
C4 C3 C8 C7 1.3(2) . .
C6 N1 C9 C10 -91.7(2) . .
C16 N1 C9 C10 78.2(2) . .
N1 C9 C10 N11 15.2(3) . .
N1 C9 C10 C15 -163.34(18) . .
C15 C10 N11 C12 -0.2(4) . .
C9 C10 N11 C12 -178.7(2) . .
C10 N11 C12 C13 0.0(4) . .
N11 C12 C13 C14 0.7(5) . .
C12 C13 C14 C15 -1.2(4) . .
C13 C14 C15 C10 1.0(4) . .
N11 C10 C15 C14 -0.3(3) . .
C9 C10 C15 C14 178.2(2) . .
C6 N1 C16 C17 -72.2(2) . .
C9 N1 C16 C17 117.49(18) . .
N1 C16 C17 C18 -39.1(2) . .
N1 C16 C17 N22 142.17(17) . .
N22 C17 C18 C19 -0.9(3) . .
C16 C17 C18 C19 -179.54(17) . .
C17 C18 C19 C20 0.4(3) . .
C18 C19 C20 C21 0.2(3) . .
C19 C20 C21 N22 -0.2(3) . .
C18 C17 N22 C21 0.8(3) . .
C16 C17 N22 C21 179.53(17) . .
C20 C21 N22 C17 -0.3(3) . .
C24 N2 C23 C40 179.07(15) . 5_666
C23 N2 C24 O2 -3.8(3) . .
C23 N2 C24 C25 175.77(15) . .
O2 C24 C25 C26 29.8(3) . .
N2 C24 C25 C26 -149.76(16) . .
O2 C24 C25 C30 -153.40(17) . .
N2 C24 C25 C30 27.0(2) . .
C30 C25 C26 C27 -1.2(3) . .
C24 C25 C26 C27 175.68(16) . .
C25 C26 C27 C28 -0.1(3) . .
C25 C26 C27 C47 178.74(17) . .
C26 C27 C28 C29 0.1(3) . .
C47 C27 C28 C29 -178.67(17) . .
C27 C28 C29 C30 1.1(3) . .
C27 C28 C29 C31 -177.85(15) . .
C28 C29 C30 C25 -2.4(2) . .
C31 C29 C30 C25 176.52(14) . .
C26 C25 C30 C29 2.4(2) . .
C24 C25 C30 C29 -174.34(15) . .
C32 N3 C31 O3 2.5(3) . .
C32 N3 C31 C29 -177.18(15) . .
C30 C29 C31 O3 155.27(17) . .
C28 C29 C31 O3 -25.8(2) . .
C30 C29 C31 N3 -25.0(2) . .
C28 C29 C31 N3 153.93(16) . .
C31 N3 C32 C33 176.04(15) . .
N3 C32 C33 C34 98.89(18) . .
N3 C32 C33 C46 -86.42(18) . .
C46 C33 C34 C35 176.89(15) . .
C32 C33 C34 C35 -8.4(2) . .
C46 C33 C34 C39 -5.8(2) . .
C32 C33 C34 C39 168.92(14) . .
C33 C34 C35 C36 176.91(16) . .
C39 C34 C35 C36 -0.5(2) . .
C34 C35 C36 C37 0.5(3) . .
C35 C36 C37 C38 -0.2(3) . .
C36 C37 C38 C39 0.0(3) . .
C37 C38 C39 C40 -177.83(16) . .
C37 C38 C39 C34 -0.1(2) . .
C33 C34 C39 C40 0.6(2) . .
C35 C34 C39 C40 178.07(15) . .
C33 C34 C39 C38 -177.18(15) . .
C35 C34 C39 C38 0.3(2) . .
C38 C39 C40 C41 -176.43(15) . .
C34 C39 C40 C41 5.9(2) . .
C38 C39 C40 C23 6.5(2) . 5_666
C34 C39 C40 C23 -171.23(14) . 5_666
C39 C40 C41 C46 -7.1(2) . .
C23 C40 C41 C46 169.95(14) 5_666 .
C39 C40 C41 C42 173.35(15) . .
C23 C40 C41 C42 -9.6(2) 5_666 .
C40 C41 C42 C43 178.69(17) . .
C46 C41 C42 C43 -0.9(3) . .
C41 C42 C43 C44 -1.3(3) . .
C42 C43 C44 C45 2.0(3) . .
C43 C44 C45 C46 -0.5(3) . .
C34 C33 C46 C45 -176.31(15) . .
C32 C33 C46 C45 8.9(2) . .
C34 C33 C46 C41 4.5(2) . .
C32 C33 C46 C41 -170.24(14) . .
C44 C45 C46 C33 179.15(16) . .
C44 C45 C46 C41 -1.7(2) . .
C40 C41 C46 C33 1.9(2) . .
C42 C41 C46 C33 -178.50(15) . .
C40 C41 C46 C45 -177.24(15) . .
C42 C41 C46 C45 2.3(2) . .
C28 C27 C47 C50 115.9(2) . .
C26 C27 C47 C50 -62.9(2) . .
C28 C27 C47 C48 -6.1(3) . .
C26 C27 C47 C48 175.10(18) . .
C28 C27 C47 C49 -124.43(19) . .
C26 C27 C47 C49 56.8(2) . .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 0.208 0.007 1105 244 ' '
2 0.750 0.708 0.007 1105 244 ' '
3 0.500 0.801 0.250 144 54 ' '
4 1.000 0.301 0.250 144 54 ' '
5 0.500 0.199 0.750 144 54 ' '
6 1.000 0.699 0.750 144 54 ' '
